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Graduation hat and books

The Graduate

After dinner, a show, and a stop at a Middle Eastern hookah bar, Sarah finally gives in to her own Benjamin Braddock, aka the Magician. But how will their story end?... More

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Young man and woman lying on a hotel bed. Source: Shutterstock.com/ © pio3
The Boondoggle

Sarah brings The Magician as her plus one to review a hotel and its Michelin-starred restaurant, and The Magician brings Sarah a little perspective. ... More

Young woman annoyed with her date. Source: Shutterstock.com / © Rommel Canlas
The Patient

Sarah attempts another blind date, this time with a best-selling author who stiffs Sarah with a hefty tab and an uncomfortably long night.... More

Young woman bored while her date uses an iPad. Source: Shutterstock.com/ © Peter Bernik
Double Date

Sarah double books on her latest date night, only to find that an arguably successful evening still seems like a strike out. ... More

Young man performing a magic trick with an Ace of Spades over one eye. Source: Shutterstock.com/ © DimClaire
The Magician

I probably shouldn’t undervalue the assets of a 25-year-old. He could be magic. ... More

Man in wet suit, wearing snorkel on a beach. Source: Shutterstock.com / juniart
The Praetorian Guard

New York has an endless supply of Praetorian Guardsmen, competitive collectors of wine or girlfriends or art. This one was a champion traveler, racking up... More

Two women talking at lunch. Source: Shutterstock.com/Evstigneev Alexander
The Dating Coach

Sarah decides it's time to call in a professional dating coach to give her some guidance. ... More

young couple flirting outside the woman's door
The Playwright, Again

I should have lighting-fast dating reflexes. I’ve been doing this for 20 years. This is my job, damnit. But I couldn’t figure him out...... More

Couple on a date in the city. Source: Shutterstock.com/Konstantin Sutyagin
The Playwright

Sarah's latest date has New York City rooting for the match–literally. ... More

young couple talking. Source: Shutterstock.com / coka
The Improper Assignation

He wanted to have dinner and I thought nothing of it. We’re old friends. But it was everything like a date–the best I'd had in... More

woman with red fingernails playing chess. Source: Shutterstock.com/Dima Sobko
The Comic

Sometimes it is easier to play through a weird date than to get up and leave. ... More

White gold wedding bands on an invitation tied with a red bow. Source: Shutterstock.com/Podvysotskiy Roman
Wedding Announcement

Sarah finds out the man who swept her off her feet only to make an unexpected and traumatic exit, her Mr. Hyde, got married. ... More

Close up of a middle-aged male doctor. Source: Shutterstock/wavebreakmedia
The Doctor

The grand unified theory of matchmaking states: If someone else is the friend, you are the favor. I don’t care. I take referrals.... More

man and woman having a glass of wine at an apartment
The Captain

At a certain point in the dating project, most men flirting with me were other women’s husbands. The Captain, an ex I had dated around... More

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